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For sale
$1,999,000

5 Pine Tree Lane, Vineyard Haven, MA 02568

4beds
2,730sqft
: 
$11,615/mo
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Single Family Residence
Built in 1927
7,840 Square Feet Lot
$1,911,100 Zestimate®
$732/sqft
$-- HOA

What's special

Stylish finishesOutdoor showerConvenient laundryNewly landscaped backyardStunning mahogany deckGenerous living spacesSpa-like tile bath
Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living spaces. At the heart of the home is a chef's kitchen featuring custom cabinetry, high-end appliances, and stylish finishes. The open-concept living and dining areas flow seamlessly, enhanced by updated systems and central air conditioning for year-round comfort. Upstairs, the primary suite provides a serene escape with a spa-like tile bath and soaking tub. Two additional guest bedrooms share a beautifully appointed full bath that also includes convenient laundry. Unique details like a compass rose stained glass window add a distinctive nautical touch. The finished lower level offers even more living space, including a large bedroom. With close proximity to downtown Vineyard Haven and the beaches of Vineyard Sound, this exceptional home captures the essence of island living. Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living spaces. At the heart of the home is a chef's kitchen featuring custom cabinetry, high-end appliances, and stylish finishes perfect for both everyday living and entertaining. The open-concept living and dining areas flow seamlessly, enhanced by updated systems and central air conditioning for year-round comfort. Upstairs, the primary suite provides a serene escape with a spa-like tile bath and soaking tub. Two additional guest bedrooms share a beautifully appointed full bath that also includes convenient laundry. Unique details like a compass rose stained glass window add a distinctive nautical touch. The finished lower level offers even more living space, including a large bedroom ideal for guests or extended family. Outdoors, a stunning mahogany deck overlooks the newly landscaped backyard, complete with an outdoor shower and perfect areas for entertaining. With close proximity to downtown Vineyard Haven and the beaches of Vineyard Sound, this exceptional home captures the essence of island living timeless, refined, and move-in ready.
55 days
638
35

Zillow last checked:

Listing updated:

Listed by:

Alyssa M Halisky 508-525-2584,

Wallace & Co. Sotheby's International Realty

Source: CCIMLS,MLS#: 22603526MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 3
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Electric Range, Refrigerator, Range Hood, Washer, Electric, Tankless Water Heater
    • Laundry: Electric Dryer
    Features
    • Recessed Lighting, Walk-In Closet(s)
    • Flooring: Hardwood, Wood, Tile
    • Basement: Finished
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 2,730
    • Total interior livable area: 2,730 sqft
    Video & virtual tour

    Property

    Parking
    • Total spaces: 3
    • Parking features: Driveway, Gravel
    • Has uncovered spaces: Yes
    Features
    • Stories: 3
    • Patio & porch: Deck, Porch
    • Exterior features: Outdoor Shower, Underground Sprinkler System
    • Fencing: Partial
    Lot
    • Size: 7,840 Square Feet
    • Features: Cleared, Level
    Details
    • Parcel number: TISB M:0004F B:00000 L:00001
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Shingle Siding
    • Roof: Asphalt
    Condition
    • Year built: 1927

    Utilities & green energy

    • Water: Public

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Tisbury

    Financial & listing details

    • Price per square foot: $732/sqft
    • Tax assessed value: $1,336,000
    • Annual tax amount: $9,913
    • Date on market: 7/21/2026
    • Cumulative days on market: 31 days

      Estimated market value

      $1,911,100

      $1.82M - $2.01M

      $7,683/mo

      Price history

      DateEventPrice
      9/11/2026Pending sale$1,999,000$732/sqft
      Source: MLS PIN #73480830 Report a problem
      8/25/2026Contingent$1,999,000$732/sqft
      Source: LINK #43291 Report a problem
      7/1/2026Listed for sale$1,999,000$732/sqft
      Source: LINK #43291 Report a problem
      6/26/2026Pending sale$1,999,000$732/sqft
      Source: MLS PIN #73516062 Report a problem
      6/11/2026Contingent$1,999,000$732/sqft
      Source: LINK #43291 Report a problem
      2/27/2026Price change$1,999,0000%$732/sqft
      Source: MLS PIN #73480830 Report a problem
      10/1/2025Price change$1,999,999+0%$733/sqft
      Source: MLS PIN #73410635 Report a problem
      9/18/2025Price change$1,999,000-8.9%$732/sqft
      Source: Martha's Vineyard MLS #32400203 Report a problem
      7/15/2025Price change$2,195,000-8.4%$804/sqft
      Source: Martha's Vineyard MLS #32400203 Report a problem
      5/17/2025Listed for sale$2,395,000-3.8%$877/sqft
      Source: LINK #43291 Report a problem
      1/31/2025Listing removed$2,490,000$912/sqft
      Source: LINK #42345 Report a problem
      9/2/2024Price change$2,490,000-3.9%$912/sqft
      Source: Martha's Vineyard MLS #32400203 Report a problem
      7/31/2024Listed for sale$2,590,000$949/sqft
      Source: LINK #42345 Report a problem
      7/19/2024Listing removed$2,590,000$949/sqft
      Source: LINK #42204 Report a problem
      6/24/2024Listed for sale$2,590,000+146.7%$949/sqft
      Source: LINK #42204 Report a problem
      4/28/2023Sold$1,050,000-4.5%$385/sqft
      Source: LINK #40535 Report a problem
      3/10/2023Pending sale$1,100,000$403/sqft
      Source: LINK #40535 Report a problem
      3/2/2023Listed for sale$1,100,000+2100%$403/sqft
      Source: LINK #40535 Report a problem
      6/3/1998Sold$50,000$18/sqft
      Source: Public Record Report a problem

      Public tax history

      YearProperty taxesTax assessment
      2025$7,896 -12.7%$1,043,100 -8%
      2024$9,044 +7.2%$1,133,300 -1.6%
      2023$8,435 +27.1%$1,152,300 +51%
      2022$6,638 +2.6%$762,943 +8.2%
      2021$6,468 +5%$705,300 +6.8%
      2020$6,160 +1.8%$660,215 +0%
      2019$6,054 +5.8%$660,200 +9%
      2018$5,723 -0.2%$605,600 -3.8%
      2017$5,737 +12%$629,700 +12.6%
      2016$5,124 +11.1%$559,400 +8.2%
      2015$4,610 -4.3%$516,800 -10%
      2014$4,818 -0.9%$574,300 +0.1%
      2013$4,863 -0.3%$573,500 -5.8%
      2012$4,878 +2.2%$609,000 -4.1%
      2011$4,774 +9.4%$634,900 -4.4%
      2010$4,364 +7%$664,300 -2.6%
      2009$4,078 +1.8%$681,900 -6.5%
      2008$4,004 +8%$729,300 +10.7%
      2007$3,708 +7.7%$658,600 -0.5%
      2006$3,442 +2%$661,900 +15%
      2005$3,374 +18.2%$575,700 +63.1%
      2004$2,855 +4.7%$352,900
      2003$2,728 +5.6%$352,900
      2002$2,583 +4%$352,900 +89.9%
      2000$2,484 $185,800
      Find assessor info on the county website

      Monthly payment

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      Payment breakdown

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      All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
      HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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      Climate risks

      Neighborhood: 02568

      Getting around

      12 / 100
      Car-Dependent
      27 / 100
      Somewhat Bikeable

      Nearby schools

      GreatSchools rating

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